$87+ Cheap flights from Jacksonville (JAX) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Jacksonville to CaribbeanExplore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:19 pm
JAX
- SJU
1 stop14h 29m
American Airlines
Fri 5/84:30 pm
SJU
- JAX
1 stop16h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$213
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:25 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Wed 4/86:00 am
SJU
- JAX
1 stop13h 33m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:43 am
JAX
- SJU
1 stop10h 51m
American Airlines
Thu 2/267:01 pm
SJU
- JAX
1 stop15h 02m
American Airlines
Deal found 2/2![American Airlines logo]()
$218
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:25 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Wed 4/81:59 am
SJU
- JAX
1 stop20h 01m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$222
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Thu 5/74:00 pm
SJU
- JAX
Nonstop3h 41m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$225
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/224:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Sat 4/2510:55 am
SJU
- JAX
1 stop7h 43m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/224:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Sat 4/2512:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/1![JetBlue logo]()
$229
This Trip.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:45 pm
JAX
- SJU
Nonstop2h 50m
Multiple Airlines
Mon 4/136:00 am
SJU
- JAX
1 stop15h 29m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$230
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
JAX
- SJU
1 stop5h 31m
Delta
Tue 3/107:30 am
SJU
- JAX
1 stop7h 22m
Delta
Deal found 2/1![Delta logo]()
$231
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Mon 4/2010:55 am
SJU
- JAX
1 stop10h 22m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$232
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:57 pm
JAX
- SJU
1 stop24h 27m
Frontier
Sat 2/217:05 am
SJU
- JAX
1 stop12h 36m
Frontier
Deal found 2/1![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:58 pm
JAX
- SJU
1 stop19h 08m
Frontier
Sat 2/146:00 am
SJU
- JAX
1 stop16h 12m
Frontier
Deal found 2/2![Frontier logo]()
$235
Best flights from Jacksonville to CaribbeanDiscover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
JAX
- SJU
1 stop5h 31m
Delta
Tue 3/107:30 am
SJU
- JAX
1 stop7h 22m
Delta
Deal found 2/1![Delta logo]()
$231
This JetBlue deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Fri 5/812:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/1![JetBlue logo]()
$247
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:35 am
JAX
- SJU
2 stops9h 20m
Southwest
Fri 4/245:35 am
SJU
- JAX
1 stop10h 45m
Southwest
Deal found 2/1![Southwest logo]()
$259
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Sat 5/210:55 am
SJU
- JAX
1 stop7h 43m
Frontier
Deal found 2/1![Frontier logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
JAX
- SXM
1 stop9h 28m
American Airlines
Wed 3/45:28 pm
SXM
- JAX
1 stop7h 31m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:53 pm
JAX
- MBJ
1 stop18h 00m
Multiple Airlines
Tue 2/241:00 pm
MBJ
- JAX
2 stops30h 01m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:20 am
JAX
- STT
1 stop27h 36m
United Airlines
Fri 3/61:02 pm
STT
- JAX
1 stop23h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$479
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/204:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Mon 4/2712:30 pm
SJU
- JAX
Nonstop3h 28m
JetBlue
Deal found 2/1![JetBlue logo]()
$249
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:39 pm
JAX
- SJU
1 stop5h 33m
Delta
Wed 4/292:34 pm
SJU
- JAX
1 stop9h 25m
Delta
Deal found 2/3![Delta logo]()
$259
This JetBlue deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:45 pm
JAX
- SJU
Nonstop2h 50m
JetBlue
Mon 4/1312:30 pm
SJU
- JAX
Nonstop3h 15m
JetBlue
Deal found 1/31![JetBlue logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:18 pm
JAX
- SJU
1 stop17h 59m
Frontier
Thu 3/123:22 pm
SJU
- JAX
1 stop25h 46m
Frontier
Deal found 2/3![Frontier logo]()
$283
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:00 am
JAX
- SXM
1 stop5h 29m
American Airlines
Tue 3/314:28 pm
SXM
- JAX
1 stop16h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:30 am
JAX
- SJU
1 stop6h 31m
Delta
Tue 3/107:30 am
SJU
- JAX
1 stop7h 22m
Delta
Deal found 2/1![Delta logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:07 pm
JAX
- SXM
1 stop17h 09m
American Airlines
Mon 3/164:28 pm
SXM
- JAX
1 stop16h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$295
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:46 pm
JAX
- PUJ
1 stop12h 16m
Frontier
Thu 3/512:12 pm
PUJ
- JAX
1 stop10h 44m
Frontier
Deal found 2/1![Frontier logo]()
$311
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
JAX
- SJU
1 stop8h 02m
Delta
Thu 3/56:37 pm
SJU
- JAX
1 stop6h 24m
Delta
Deal found 2/2![Delta logo]()
$294
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/197:01 am
JAX
- SXM
1 stop7h 59m
American Airlines
Thu 3/2612:29 pm
SXM
- JAX
1 stop11h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:53 pm
JAX
- MBJ
2 stops16h 09m
Multiple Airlines
Fri 2/2010:05 am
MBJ
- JAX
1 stop9h 12m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:30 am
JAX
- SJU
1 stop8h 02m
Delta
Tue 3/36:37 pm
SJU
- JAX
1 stop6h 24m
Delta
Deal found 2/2![Delta logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1310:51 pm
JAX
- MBJ
2 stops37h 11m
Multiple Airlines
Fri 2/2010:05 am
MBJ
- JAX
1 stop9h 12m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:07 pm
JAX
- UVF
2 stops17h 41m
American Airlines
Mon 3/24:58 pm
UVF
- JAX
2 stops18h 03m
American Airlines
Deal found 1/31![American Airlines logo]()
$316
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:55 pm
JAX
- STT
1 stop22h 27m
JetBlue
Tue 5/122:45 pm
STT
- JAX
1 stop25h 13m
JetBlue
Deal found 2/1![JetBlue logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/138:12 pm
JAX
- MBJ
1 stop14h 27m
Frontier
Thu 2/193:08 pm
MBJ
- JAX
1 stop28h 09m
Frontier
Deal found 2/3![Frontier logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:12 pm
JAX
- NAS
1 stop18h 18m
Multiple Airlines
Wed 3/411:30 am
NAS
- JAX
2 stops7h 31m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:04 pm
JAX
- UVF
2 stops19h 54m
American Airlines
Mon 3/303:58 pm
UVF
- JAX
2 stops18h 03m
American Airlines
Deal found 2/1![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:30 am
JAX
- UVF
1 stop8h 35m
Delta
Wed 3/113:18 pm
UVF
- JAX
1 stop8h 41m
Delta
Deal found 1/31![Delta logo]()
$328
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:18 pm
JAX
- PUJ
1 stop13h 04m
Frontier
Mon 4/139:14 pm
PUJ
- JAX
1 stop22h 27m
Frontier
Deal found 2/2![Frontier logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:12 pm
JAX
- NAS
1 stop18h 18m
Multiple Airlines
Sat 3/73:00 pm
NAS
- JAX
2 stops23h 33m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:45 pm
JAX
- STT
1 stop24h 11m
United Airlines
Fri 3/61:02 pm
STT
- JAX
1 stop23h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$511
This KAYAK deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:00 am
JAX
- NAS
1 stop9h 00m
JetBlue
Mon 3/166:24 pm
NAS
- JAX
1 stop4h 10m
JetBlue
Deal found 2/1![JetBlue logo]()
$393
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated February 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:58 pm
JAX
- SJU
1 stop19h 08m
Frontier
Sat 2/146:00 am
SJU
- JAX
1 stop16h 12m
Frontier
Deal found 2/2![Frontier logo]()
$235
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:57 pm
JAX
- SJU
1 stop24h 27m
Frontier
Sat 2/217:05 am
SJU
- JAX
1 stop12h 36m
Frontier
Deal found 2/1![Frontier logo]()
$234
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:10 pm
JAX
- SJU
1 stop12h 50m
American Airlines
Thu 2/267:01 pm
SJU
- JAX
1 stop15h 02m
American Airlines
Deal found 2/1![American Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:51 pm
JAX
- SJU
1 stop25h 33m
Frontier
Sat 3/74:41 pm
SJU
- JAX
2 stops22h 52m
Frontier
Deal found 2/2![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2710:51 pm
JAX
- SJU
1 stop25h 33m
Frontier
Thu 3/56:00 am
SJU
- JAX
2 stops37h 39m
Frontier
Deal found 2/2![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:46 pm
JAX
- SJU
1 stop26h 38m
Frontier
Sat 3/74:41 pm
SJU
- JAX
2 stops22h 52m
Frontier
Deal found 2/2![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:51 pm
JAX
- SJU
1 stop10h 54m
Frontier
Fri 3/62:59 am
SJU
- JAX
1 stop13h 39m
Frontier
Deal found 2/2![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:29 pm
JAX
- SJU
2 stops19h 02m
Multiple Airlines
Fri 3/610:12 pm
SJU
- JAX
1 stop18h 26m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:29 pm
JAX
- SJU
2 stops19h 02m
Multiple Airlines
Sat 3/76:27 pm
SJU
- JAX
1 stop21h 06m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
JAX
- SJU
1 stop5h 31m
Delta
Tue 3/107:30 am
SJU
- JAX
1 stop7h 22m
Delta
Deal found 2/1![Delta logo]()
$231
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:43 am
JAX
- SJU
1 stop8h 10m
Multiple Airlines
Fri 3/62:59 am
SJU
- JAX
1 stop13h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$247
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/214:33 pm
JAX
- SJU
1 stop7h 56m
Frontier
Wed 4/16:00 am
SJU
- JAX
1 stop13h 33m
Frontier
Deal found 2/2![Frontier logo]()
$256
One-way flights from Jacksonville to CaribbeanSearch for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/138:12 pm
JAX
- NAS
1 stop18h 18m
Frontier
Deal found 2/2![Frontier logo]()
$87
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Deal found 2/1![Frontier logo]()
$95
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:51 pm
JAX
- SJU
1 stop12h 54m
Frontier
Deal found 2/2![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:24 pm
JAX
- SJU
2 stops22h 34m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:29 pm
JAX
- SJU
2 stops22h 29m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$98
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:46 pm
JAX
- SJU
1 stop21h 37m
Frontier
Deal found 2/1![Frontier logo]()
$101
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:01 am
JAX
- SXM
1 stop7h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$103
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:00 pm
JAX
- SJU
1 stop6h 40m
Southwest
Deal found 2/1![Southwest logo]()
$104
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:58 pm
JAX
- SJU
1 stop19h 08m
Frontier
Deal found 2/2![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:55 pm
JAX
- SJU
Nonstop2h 58m
JetBlue
Deal found 2/2![JetBlue logo]()
$108
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:36 pm
JAX
- SJU
Nonstop3h 01m
Frontier
Deal found 2/1![Frontier logo]()
$110
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
JAX
- SJU
1 stop5h 31m
Delta
Deal found 2/2![Delta logo]()
$114
Find flight deals from Jacksonville to Caribbean
Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated February 3, 2026.
Round-trip from | $213 (American Airlines) |
|---|---|
One-way from | $87 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $345 |
Good round-trip deal | $250 or less |
Good one-way deal | $140 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.
Fly from
Jacksonville
Fly to
Caribbean
Route
Depart
Return
Price
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 3/3
6:30 am-1:01 pm
1 stop5h 31m
San Juan Luis Munoz Marin Intl
Tue 3/10
7:30 am-2:52 pm
1 stop7h 22m
$231
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 5/1
4:55 pm-7:53 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Fri 5/8
12:30 pm-3:58 pm
Nonstop3h 28m
$247
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 4/20
4:55 pm-7:53 pm
Nonstop2h 58m
San Juan Luis Munoz Marin Intl
Mon 4/27
12:30 pm-3:58 pm
Nonstop3h 28m
$249
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Fri 4/10
4:45 pm-7:35 pm
Nonstop2h 50m
San Juan Luis Munoz Marin Intl
Mon 4/13
12:30 pm-3:45 pm
Nonstop3h 15m
$250
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 4/13
5:35 am-2:55 pm
2 stops9h 20m
San Juan Luis Munoz Marin Intl
Fri 4/24
5:35 am-4:20 pm
1 stop10h 45m
$259
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 4/22
5:39 pm-11:12 pm
1 stop5h 33m
San Juan Luis Munoz Marin Intl
Wed 4/29
2:34 pm-11:59 pm
1 stop9h 25m
$259
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 4/23
3:27 pm-12:29 am
1 stop9h 02m
San Juan Luis Munoz Marin Intl
Sat 5/2
10:55 am-6:38 pm
1 stop7h 43m
$269
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Wed 3/4
5:30 am-1:01 pm
1 stop6h 31m
San Juan Luis Munoz Marin Intl
Tue 3/10
7:30 am-2:52 pm
1 stop7h 22m
$282
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Mon 3/9
8:18 pm-2:17 pm
1 stop17h 59m
San Juan Luis Munoz Marin Intl
Thu 3/12
3:22 pm-5:08 pm
1 stop25h 46m
$283
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Thu 2/26
5:30 am-2:32 pm
1 stop8h 02m
San Juan Luis Munoz Marin Intl
Thu 3/5
6:37 pm-12:01 am
1 stop6h 24m
$294
Showing 1-10 of 60 results
Best time to book a flight from Jacksonville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
JAX-SJU
JAX-SXM
JAX-MBJ
JAX-STT
JAX-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Jacksonville to Caribbean
JAX-0CB
JAX-SJU
JAX-SXM
JAX-MBJ
JAX-STT
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from JAX to CB?
Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 20% versus a flight in the afternoon.
What is the cheapest day to fly from Jacksonville to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on January 31, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Sunday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated February 3, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Jacksonville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean by cabin class
Find flights from Jacksonville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean flights
Browse other Jacksonville and Caribbean flight options. Last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Jacksonville to Caribbean flights
Consider these flights traveling from Jacksonville to Caribbean.
Top 6 airlines flying from Jacksonville to Caribbean
Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$503 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$114 | Average$310 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$304 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$501 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$233 | Average$570 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$371 | FlexibilityNo cancel fee | On-time63% |